A two-story house with a balcony, surrounded by lush greenery and trees.

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Check availability on Winter Park Luxury Hotels

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Winter Park luxury hotels

A hotel with multiple floors, outdoor seating areas, and a well-lit courtyard.
A spacious hall with a grand piano, large windows, and a central floral arrangement.
An outdoor dining area with tables and chairs, string lights, and a building with arches and balconies.
A spacious lobby with a high ceiling, large windows, and a grand piano.

1. The Alfond Inn

The Alfond Inn
Winter Park
  • Tuscan-style elegance in Winter Park offers a boutique retreat with spa services, an outdoor pool, and southern fine dining nearby.
฿9,881
฿12,135 total
includes taxes & fees
25 Oct - 26 Oct
The Alfond Inn
A modern lobby with a reception desk, seating area, and decorative columns.
A swimming pool with lounge chairs, a brick building, and palm trees.
A banquet hall with round tables, white chairs, teal tablecloths, and chandeliers.
A hotel lobby with a long corridor, large textured pillars, seating areas, and potted plants.

2. Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs
Altamonte Springs
  • Upscale hotel offers pillowtop beds with Egyptian cotton sheets, outdoor pool, hot tub, sauna, and 24-hour fitness centre.
฿3,840
฿4,435 total
includes taxes & fees
19 Oct - 20 Oct
Hilton Orlando/Altamonte Springs
A bar area with a long counter, multiple stools, and a chandelier.
A rooftop pool area with seating and a covered patio.
A modern outdoor seating area with wicker furniture, a white sofa, and round tables.
A modern interior with a black and white patterned floor, a bar area, and a seating area with sofas and chairs.

3. Hotel Beauden, Autograph Collection

Hotel Beauden, Autograph Collection
Downtown Orlando
  • City centre luxury hotel with spa sanctuary offers poolside relaxation and upscale dining just steps from Orlando's entertainment district.
฿7,971
฿8,967 total
includes taxes & fees
30 Oct - 31 Oct
Hotel Beauden, Autograph Collection
A hotel with a large pool, palm trees, and a waterfall feature.
A hotel lobby with a reception desk, seating area, and a staircase leading to upper floors.
An outdoor dining area with tables and chairs, a bar, and potted plants.
A bar area with a variety of seating options, including patterned chairs and stools, a bar counter with bottles, and a large mirror on the wall.

4. Caribe Royale Orlando, WorldHotels Elite

Caribe Royale Orlando, WorldHotels Elite
Orlando
  • Lavish Orlando retreat featuring a full-service spa, 3 pools, and 5 restaurants for discerning travellers.
฿6,337
฿8,563 total
includes taxes & fees
30 Oct - 31 Oct
Caribe Royale Orlando, WorldHotels Elite
A swimming pool with palm trees and umbrellas, surrounded by a building with a curved facade and multiple balconies.
A balcony with a table set for two, overlooking a golf course.
A golf course with sand bunkers, a pond, and tall trees in the background.
A modern bar area with a long counter, multiple seating options, and a television screen.

5. Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Orlando
  • Exceptional luxury awaits at this 5-star resort featuring a full-service spa, 2 outdoor pools, and 12 restaurants near Walt Disney World®.
฿12,350
฿15,785 total
includes taxes & fees
12 Nov - 13 Nov
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
A man holding a glass of champagne overlooking a resort with a pool, lounge chairs, and a large building in the background.
A high-rise hotel with a swimming pool, palm trees, and a clear blue sky.
A spacious lobby with a central bar area, multiple seating arrangements, and large windows offering views of the cityscape.
Lobby

6. Hyatt Regency Orlando

Hyatt Regency Orlando
International Drive District
  • Unwind in ultimate comfort at this Orlando luxury hotel offering 2 outdoor pools, a full-service spa, and refined amenities on the strip.
฿4,802
฿7,266 total
includes taxes & fees
29 Oct - 30 Oct
Hyatt Regency Orlando
A pool area with lounge chairs, a water slide, and a building with illuminated signage.
A lobby with a central fountain, seating areas, and a large windowed wall.
A modern hotel with a unique architectural design, featuring a prominent overpass and lush landscaping.
A modern living room with a sectional sofa, a blue armchair, and a dining area with a table and chairs.

7. Disney's Contemporary Resort

Disney's Contemporary Resort
Bay Lake
฿23,739
฿26,707 total
includes taxes & fees
20 Oct - 21 Oct
Disney's Contemporary Resort
A modern dining area with multiple tables and chairs, large windows, and a wooden accent wall with artwork.
A reception area with a wooden reception desk, a digital display, and a vending machine.
A Comfort Inn & Suites hotel with a modern design, featuring a covered entrance and outdoor seating area.
A stainless steel outdoor kitchen with a gas grill, a side burner, and a built-in sink.

8. Comfort Inn & Suites Orlando Sanford Airport

Comfort Inn & Suites Orlando Sanford Airport
Sanford
฿3,677
฿4,176 total
includes taxes & fees
19 Oct - 20 Oct
Comfort Inn & Suites Orlando Sanford Airport
A water park with multiple slides and a pool area surrounded by palm trees and a golf course.
A modern living room with a sofa set, coffee table, and decorative plants.
A dining area with tables set for service, large arched windows, and wall-mounted lighting.
A spacious lobby with a high ceiling, large windows, and a variety of seating arrangements including sofas and armchairs.

9. The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
Orlando
  • Opulent five-star haven boasts a full-service spa, championship golf course, and 7 restaurants in Orlando.
฿16,782
฿20,961 total
includes taxes & fees
28 Oct - 29 Oct
The Ritz-Carlton Orlando, Grande Lakes
A pool with a waterfall, surrounded by tropical vegetation and a stone bridge.
An indoor dining area with multiple tables and chairs, large windows, and a bar counter.
A pathway lined with tall, vertically planted trees and well-maintained greenery, leading towards a building with classical architecture.
A spacious lobby with a high ceiling, large windows, and a reflective floor.

10. Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Golden Oak
  • Experience lavish relaxation at this lake-adjacent Disney resort with a full-service spa and 3 pools.
฿44,595
฿52,433 total
includes taxes & fees
1 Nov - 2 Nov
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
View all properties

Top Winter Park Hotel Reviews

Buena Vista Suites Orlando

Buena Vista Suites Orlando

10/10 Excellent
"This hotel is in a great location. The room size is very roomy, not to mention very clean. Even when you walk the hallways, the fragrance was always nice. The staff was great to interact with, and very helpful when something was needed."
Peter 2-night trip
Posted 2 hours ago
Buena Vista Suites Orlando
Courtyard by Marriott across Universal Orlando

Courtyard by Marriott across Universal Orlando

10/10 Excellent
"It is a nice place!"
J Andres 1-night trip
Posted 2 hours ago
Courtyard by Marriott across Universal Orlando
Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

8/10 Good
"Great place to stay! Manager at front desk was so good w kids! Breakfast and kickback reception in the evening was surprisingly tasty for free food! Even on a sold out weekend and how busy it was I never had to wait in line for plate or fork at breakfast. Props to the team! I think the only downfall is the bus stops at two parks and it could take a while when ur the 2nd drop off! You really have to leave an hour earlier than u think!"
Kristen 4-night trip
Posted 3 hours ago
Drury Plaza Hotel Orlando - Disney Springs Area
DoubleTree by Hilton Orlando Theme Park Resort

DoubleTree by Hilton Orlando Theme Park Resort

10/10 Excellent
"everything was perfect"
Madison 4-night trip
Posted 4 hours ago
DoubleTree by Hilton Orlando Theme Park Resort
Fairfield Inn & Suites Lake Buena Vista in Marriott Village

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

8/10 Good
"Room was humid. Breakfast needs more waffle stations."
Arthur 1-night trip
Posted 6 hours ago
Fairfield Inn & Suites Lake Buena Vista in Marriott Village
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"Front desk was professional and friendly. Convenient location for Disney Springs. Great security and very secure parking."
Deborah 3-night trip
Posted 9 hours ago
Rosen Inn Lake Buena Vista
Avanti International Resort

Avanti International Resort

10/10 Excellent
"Everything was nice hotel was good and great location"
Jennifer 6-night trip
Posted 10 hours ago
Avanti International Resort

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Winter Park?
During your visit, you might want to enjoy the university which Winter Park is known for.
What's the best high-end place to stay in Winter Park?
The Alfond Inn is a luxury hotel with 2 outdoor pools and spa services, and it's a popular choice for Expedia travellers looking for an elegant place to stay.
When can I expect good weather in Winter Park?
Planning for the weather is an important factor for making your trip to Winter Park a success, especially when you're splurging. The hottest months are usually July and August, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Park are August, September, July and June, with each month seeing an average of 185 mm of rainfall.
What's there to see and do in Winter Park?
When you're in Winter Park, enjoy exploring the sights and attractions here including Casa Feliz Historic Home Museum, Winter Park Village and Albin Polasek Museum and Sculpture Gardens. If you have some spare time during your trip, you might want to check out Lake Mizell and Winter Park Country Club.
How can I get around Winter Park?
It's easier to get around town comfortably when you know your options. To see more of the larger area, hop aboard a train at Winter Park Station.

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